1-buten-3 | 88211-46-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-buten-3
• 英文别名: N,N-bis(trimethylsilyl)but-3-en-1-amine；N,N-bis(trimethylsilyl)-1-butenylamine；1-[N,N-Bis(trimethylsilyl)amino]buten-3；N-(But-3-en-1-yl)-1,1,1-trimethyl-N-(trimethylsilyl)silanamine
• CAS: 88211-46-5
• 化学式: C₁₀H₂₅NSi₂
• 分子量: 215.486
• InChiKey: HOGVAPNZMCIHFT-UHFFFAOYSA-N

物化性质

• 沸点：
  81 °C(Press: 16 Torr)
• 密度：
  0.805±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-buten-3 在 sodium hypochlorite 、 dimethylborane 、 氨 作用下， 生成 四亚甲基二胺
  参考文献：
  名称：

  Kabalka, George W.; Wang, Zhe, Synthetic Communications, 1990, vol. 20, # 14, p. 2113 - 2118

  摘要：

  DOI：
• 作为产物：
  描述：

  lithium hexamethyldisilazane 在 sodium hydroxide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 1-buten-3
  参考文献：
  名称：

  N，N-双（三甲基甲硅烷基）甲氧基甲基胺作为+ CH 2 NH 2的方便合成等价物：有机金属化合物的伯氨基甲基化

  摘要：

  通过在碳引入初级氨基甲基单元的Ñ，Ñ格利雅和有机锂化合物的双（三甲基甲硅烷）氨基甲基化可以以良好的收率使用实现Ñ，Ñ双（三甲基甲硅烷）甲氧基甲基胺（1）。

  DOI：

  10.1039/c39840000794

文献信息

• Silylamines in organic synthesis: preparation and some reactions of N,C-dilithiosilylamines
  作者：Stephanie A. Burns、Robert J.P. Corriu、Vilam Huynh、Joël J.E. Moreau

  DOI：10.1016/s0022-328x(00)99805-x

  日期：1987.10

  The dimetallation of some olefinic and aromatic N-trimethylsilylamines has been examined. Treatment with a two molar proportion of n-butyllithium gives organodimetallic reagents, which react with trimethylchlorosilane to give N,N,C-tris(trimethylsilyl)amines in 45 to 65% yields. The dianonic reagent obtained from (trimethylsilyl)(allyl)amine reacts with benzoyl chloride, N,N-dimethylformamide, eth

  已经研究了一些烯烃和芳族N-三甲基甲硅烷基胺的双金属化。用二摩尔比例的正丁基锂处理得到有机二金属试剂，其与三甲基氯硅烷反应以45％至65％的产率得到N，N，C-三（三甲基甲硅烷基）胺。由（三甲基甲硅烷基）（烯丙基）胺获得的二元试剂与苯甲酰氯，N，N-二甲基甲酰胺，-2-呋喃甲酸乙酯和苯甲react反应，得到取代的吡咯和吡啶。
• A CONVENIENT SYNTHETIC METHOD FOR SCHIFF BASES. THE TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE-CATALYZED REACTION OF<i>N</i>,<i>N</i>-BIS(TRIMETHYLSILYL)AMINES WITH ALDEHYDES AND KETONES
  作者：Toshiaki Morimoto、Minoru Sekiya

  DOI：10.1246/cl.1985.1371

  日期：1985.9.5

  N,N-Bis (trimethylsilyl)amines react with aldehydes or ketones in the presence of trimethylsilyl trifluoromethanesulfonate to give Schiff bases in high yields. In situ utilization of the reaction solution as the Schiff base is also demonstrated.

  N,N-双（三甲基甲硅烷基）胺在三氟甲磺酸三甲基甲硅烷基酯的存在下与醛或酮反应，以高产率得到席夫碱。还证明了原位利用反应溶液作为席夫碱。
• New preparation of N,N-bis(trimethylsilyl)enamines via iron carbonyl photocatalysed isomerisation of unsaturated amines
  作者：R.J.P. Corriu、V. Huynh、J.J.E. Moreau、M. Pataud-Sat

  DOI：10.1016/s0022-328x(00)99329-x

  日期：1983.10

  A new synthesis of N,N-bis(trimethylsilyl)enamines from straight chain olefinic amines has been devised which makes use of iron pentacarbonyl photocatalysed isomerisation. Complete conversion of the olefinic amines to the enamines was observed for substituted N,N-bis(trimethylsilyl)allylamines and non-allylic amines. The enamines obtained are potential sources of aldehydes and precursors of substituted

  已经设计了利用五羰基铁光催化异构化的由直链烯烃胺合成N，N-双（三甲基甲硅烷基）烯胺的新方法。对于取代的N，N-双（三甲基甲硅烷基）烯丙基胺和非烯丙基胺，观察到烯烃胺完全转化为烯胺。获得的烯胺是醛和取代的氮杂-2-丁二烯的前体的潜在来源。
• Bestmann, Hans Juergen; Woelfel, Gerhard, Angewandte Chemie, 1984, vol. 96, # 1, p. 52
  作者：Bestmann, Hans Juergen、Woelfel, Gerhard

  DOI：——

  日期：——
• Termination of Living Anionic Polymerizations Using Chlorosilane Derivatives: A General Synthetic Methodology for the Synthesis of End-Functionalized Polymers
  作者：M. A. Peters、A. M. Belu、R. W. Linton、L. Dupray、T. J. Meyer、J. M. DeSimone

  DOI：10.1021/ja00117a008

  日期：1995.3

  The transformation of living polymer chain ends is the most widely used technique to synthesize end-functionalized polymeric materials. Herein we report the development of a new synthetic methodology which is able to give very high degrees of functionalization to living anionic polymer chains. This methodology is based on termination reactions with chlorosilane derivatives containing protected functional groups and is described with particular emphasis on the introduction of primary aliphatic amines and primary aliphatic alcohols. The extent of functionalization was verified by using conventional techniques such as gel permeation chromatography (GPC), end group titration, multinuclear magnetic resonance spectroscopy, and TLC, but was also examined by using time-off-flight secondary ion mass spectrometry (TOF-SIMS). The usefulness of these materials for construction of supramolecular assemblies is illustrated by the coupling of the polymeric amine to [Ru(bpy)(2)(4-CH3-4'-CO(2)Hbpy)]-(PF6)(2) (bpy = 2,2'-bipyridine).